Places to Stay
Claim your corner of The Florida Keys & Key West. Waterfront resorts, tucked-away inns, vacation rentals with a dock out back, campgrounds under the palms...however you like to unwind, there's a place here that gets it. Filter by destination, amenities or whatever matters most and find the spot that turns your trip from planned to perfect. Checkout is the only thing that should stress you out.
Filters
Key West
Smallest Bar Inn
The Smallest Bar Inn is an eclectic Duval Street lodging that’s home to Key West’s famously tiny 72 sq ft “Smallest Bar,” offering six cozy accommodation units steps from Old Town’s top attractions.
Key Largo
Aqua Villas at Mangrove Marina Resort
Escape to Mangrove Marina, a serene Florida Keys resort with houseboats, wet slips, and full marina services.
Key West
Palms Hotel
The Palms Hotel – A charming historic guesthouse in Key West’s Old Town offering affordable boutique accommodations steps from Duval Street.
Key Largo
Sun Outdoors Key Largo
Sun Outdoors Key Largo: year-round, all-ages RV resort with a marina.
Weddings Max
50
Key West
Casa Del Sol, a Key West Vacation
Luxury 2-story townhome in Key West's premier Truman Annex, near Duval St.
Marathon
Florida Keys Vacations, Inc.
Florida Keys Vacations offers family-friendly vacation rental homes and condos in Marathon and Key Colony Beach, FL—with beachfront and canal-front properties that deliver easy access to boating, snorkeling, and island living.
Islamorada
Heart of Morada
Heart of Morada — luxury 3-bed vacation home with private pool, boat dock & kayaks in the heart of Islamorada, Florida Keys.
Marathon
Casa Clara Condominium
Casa Clara Condos in Key Colony Beach offers oceanfront 2-bedroom, 2-bathroom condos with private balconies, a heated pool, tennis courts, and beach access. Ideal for both short and long-term stays.
Marathon
Dolphin Vacation Rental Homes
Dolphin Vacations offers a curated selection of vacation rentals in Key West and Marathon, FL, including historic homes and modern condos. Properties like Casa Rosa provide private pools and prime locations near Duval Street.
Key West
Alexander's Guesthouse
Charming adult-only Key West retreat with pool, jacuzzi, and vibrant vibes.
The Lower Keys
Captains Quarters
Captain’s Quarters #415 — stylish 2-bedroom waterfront rental in the gated Venture Out community on Cudjoe Key, Florida Keys.
Marathon
Cocoplum on the Bay
Coco Plum on the Bay — luxurious 4-bedroom waterfront vacation home in Marathon, FL.
Key West
Aqua Lodges At Hurricane Hole Marina
Stay in unique dual stateroom houseboats with full kitchens, A/C, and waterfront views!
